Yury Selivanov <yseliva...@gmail.com> added the comment:

OK, so the trick is to first install pkg-config:

   sudo port install pkgconfig
   ./configure
   make
   python -m ssl  # works

I'll close the PR then, but we need to document this trick with pkg-config 
somewhere.

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<https://bugs.python.org/issue32694>
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